HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491141Generated: October 26, 2026
4-Phenylthioanisole → 4,4,5,5-Tetramethyl-2-[3-(4-methylsulfanylphenyl)phenyl]-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1491141
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Phenylthioanisole | HCID 11019897 | — |
| Reagent | 4,4'-Dimethyl-2,2'-bipyridine | HCID 14338 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | P-Xylene | HCID 7809 | — |
| Product | 4,4,5,5-Tetramethyl-2-[3-(4-methylsulfanylphenyl)phenyl]-1,3,2-dioxaborolane | HCID 132510263 | 54% |
| Product | 4,4,5,5-Tetramethyl-2-[4-(4-methylsulfanylphenyl)phenyl]-1,3,2-dioxaborolane | HCID 132510264 | 29% |
Reaction Steps
dtbpy: A mixture of meta- and para-borylated products (135 mg, 83% yield, meta/para = 1.9); meta- and para-Isomers (5g+5gʹ) were obtained by further purification by GPC (119 mg, 73% yield), white solid (mp. 112-114 oC)
Provenance & Evidence
| DOI | 10.1002/anie.201610041 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-4474d4e5ec424758ae7a42fa7cc9671c |
|---|
| Source note | Borylation dataset from Roche |
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